Shelter Island Vacations from ₩1,128,862
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The Latest Shelter Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Shelburne Sonesta New York
Manhattan
Price was ₩1,558,871, price is now ₩1,128,862 per person
₩1,128,862
per person
Jul 11 - Jul 14
found 13 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,025 reviews)
The rooms
On the street are a bit loud. Cannot sleep in for sure. Otherwise great
Reviewed on Apr 16, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was ₩2,024,313, price is now ₩1,338,605 per person
₩1,338,605
per person
Jul 11 - Jul 14
found 13 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,950 reviews)
I only have two negatives about my stay, and that is, the room smelled rancid. As if it was moldy. Additionally, the bed was very uncomfortable. For the price, I would opt out of staying there again.
Reviewed on Apr 22, 2026
Hotel St. James
Manhattan
Price was ₩1,652,311, price is now ₩1,213,714 per person
₩1,213,714
per person
Jul 11 - Jul 14
found 13 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to New York (JFK)
8.8/10 Excellent! (7,226 reviews)
Room was clean. Great location. Friendly staff. Charming.
Reviewed on Apr 24, 2026
Ace Hotel New York
Manhattan
Price was ₩1,571,026, price is now ₩1,165,153 per person
₩1,165,153
per person
Jul 11 - Jul 14
found 13 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Newark Liberty Intl. Airport (EWR)
8/10 Very Good! (1,047 reviews)
The room was great, check-in was easy.... but the AC issue really needs to be fixed! It was soooo warm in our room when NY was in a heat wave!
Reviewed on Apr 21, 2026
Candlewood Suites New York City-Times Square by IHG
Manhattan
Price was ₩1,659,106, price is now ₩1,235,067 per person
₩1,235,067
per person
Jul 11 - Jul 14
found 13 hours ago
Roundtrip non-stop flight included
Ontario (ONT) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,854 reviews)
Paul at the front desk was great. Very friendly and efficient. Great location.
Reviewed on Apr 23, 2026
Where to stay in Shelter Island
Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. Learn more about Shelter Island
Silver Beach
While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
The price is ₩1,021,469 per night from May 7 to May 8
₩1,021,469
₩1,400,441 total
May 7 - May 8
includes taxes & fees
8.4/10 Very Good! (758 reviews)
I checked in during a severe snowstorm and had to leave the hotel within 30 minutes due to the conditions. Despite barely using the room, I was charged $304.50 as a “service fee.” I later reached out to the hotel to request clarification and a possible adjustment, but I have not received any response ...
Reviewed on Apr 20, 2026
Montauk Manor
236 Edgemere St. Montauk NY
The price is ₩223,773 per night from May 25 to May 26
₩223,773
₩284,659 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,328 reviews)
Great location. Rooms could use napkins or paper towels
Reviewed on Apr 20, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is ₩464,196 per night from May 18 to May 19
₩464,196
₩657,162 total
May 18 - May 19
includes taxes & fees
8.4/10 Very Good! (639 reviews)
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...
Reviewed on Apr 21, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in Shelter Island
Havens House
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
